How do I make a hole and resize it later?
Constraint Axis Scale

If your holes shapes are made by subtraction of extruded profiles along a single axis, you may consider the option to simply scale the faces in the 2D space of the plane perpendicular to that axis.



This can be done by pressing Shift just after the Scale shortcut (S) and before picking the normal axis (Z in the shown example), or by using the operator panel options.

If you need to use a different orientation than Global (e.g., local, custom, etc.), you'll have to press the keyboard combination (S -> Shift+Z) twice.

The animation above has Edge Length checkbox enabled in order to make the diameter length visible during the transformation.